4-(1,2,3-Thiadiazol-4-yl)benzaldehyde → 1-[4-(1,2,3-Thiadiazol-4-yl)phenyl]ethanol

HRID 216332ノート

反応式

HRID 216332 の反応式
[CH3:1][Mg]Cl.[S:4]1[CH:8]=[C:7]([C:9]2[CH:16]=[CH:15][C:12]([CH:13]=[O:14])=[CH:11][CH:10]=2)[N:6]=[N:5]1>O1CCCC1>[S:4]1[CH:8]=[C:7]([C:9]2[CH:10]=[CH:11][C:12]([CH:13]([OH:14])[CH3:1])=[CH:15][CH:16]=2)[N:6]=[N:5]1

参加物

4

反応物 2

HCID 27764534-(1,2,3-Thiadiazol-4-yl)benzaldehydeHCID 178418332HCID 178418332、化合物

生成物 1

HCID 686676741-[4-(1,2,3-Thiadiazol-4-yl)phenyl]ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

Methylmagnesium chloride (3 M in tetrahydrofuran) (0.83 mL, 2.5 mmol) was added to a −78° C. solution of 4-(1,2,3-thiadiazol-4-yl)benzaldehyde (473 mg, 2.5 mmol) in tetrahydrofuran (10 mL). After stirring at −78° C. for 2 h, the reaction mixture was quenched with saturated aqueous ammonium chloride and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-100% ethyl acetate/hexane afforded 1-[4-(1,2,3-thiadiazol-4-yl)phenyl]ethanol.

後処理

  1. customthe reaction mixture was quenched with saturated aqueous ammonium chloride
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (magnesium sulfate)
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9a84652538d347e2ac624294d371ab00
出典データセット
uspto-grants-2012_06
特許番号
US08193228B2

反応ノート

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